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Chirality plays a pivotal role in the properties of biologically active molecules, with enantiomers exhibiting divergent pharmacological and toxicological profiles. Enantioselective recognition is thus crucial in drug development, asymmetric synthesis, and environmental monitoring. Luminescence sensing has emerged as a powerful strategy for enantioselective recognition due to its fast response and visual readout capabilities. Covalent-organic frameworks (COFs) offer a promising platform for such applications by combining structural robustness, modular functionality, and inherent porosity. However, achieving both high enantioselectivity and quantitative sensing within a single system remains highly challenging. Herein, we present a cation-induced strategy for enantioselective sensing using a terbium-loaded chiral COF, Tb@CD-COF. Through a facile cation exchange of piperazine cations of CD-COF with Tb ions, we revealed a synergistic integration of cation-enhanced luminescence and chiral cavity-based enantioselective recognition mechanism. Tb@CD-COF demonstrates visually discernible colorimetric responses and quantitative enantiomer discrimination, offering a robust and efficient platform for advanced enantioselective sensing applications.
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http://dx.doi.org/10.1038/s42004-025-01605-z | DOI Listing |
Anal Methods
August 2025
Hunan Provincial Key Laboratory of Materials Protection for Electric Power and Transportation & Hunan Provincial Key Laboratory of Cytochemistry, School of Chemistry and Pharmaceutical Engineering, Changsha University of Science and Technology, Changsha 410114, China.
Enantioselective discrimination of chiral amino acids is critically important across biomedicine, pharmacology, and food science, given the distinct biological roles of D- and L-enantiomers. In this study, a novel chiral sensor based on walnut-shaped molecularly imprinted polymers (w-MIPs) was developed for the highly sensitive and selective recognition of D- and L-arginine (Arg). The unique core-shell w-MIPs architecture, containing targeted binding sites, was synthesized tailored precipitation polymerization and characterized using transmission electron microscopy (TEM), atomic force microscopy (AFM), and Fourier transform infrared spectroscopy (FT-IR).
View Article and Find Full Text PDFJ Chromatogr A
October 2025
Chemistry Department, Faculty of Science, Mansoura University, Mansoura, Egypt.
Here, in the present article, a novel molecularly imprinted polymer (MIP), S-RV-P, was prepared for the recognition and separation of the S-enantiomer of rivastigmine (S-RV) from its racemic form. Synthesis involved the formation of a poly(styrene-co-maleic anhydride) (PSM) matrix that was functionalized with 2-aminoethane-1-thiol (ATH) to introduce thiol and carboxylic acid functionalities to prepare the precursor HS-P-COOH. Post-imprinting was achieved through thiol-maleimide click crosslinking via bismaleimide (BMA) facilitated by S-RV to generate the resultant S-RV-P polymer.
View Article and Find Full Text PDFChemistry
August 2025
College of Chemistry and Chemical Engineering, Qingdao University, Ningxia Road 308, Qingdao, 266071, China.
Calix[4]arene derivatives possess chirality derived from macrocycles with twisted linked aryls and have numerous applications in chiral recognition, chiral sensors, circularly polarized luminescence (CPL) materials, and enantioselective catalysis. Due to their unique structural scaffolds, calix[4]arene derivatives have seen increased attention in enantioselective synthesis in recent decades. Although many achievements have been made in this area based on desymmetrization or de novo macrocycle synthesis strategies, new calix[4]arene derivatives structures and efficient enantioselective synthesis methodologies are highly desirable.
View Article and Find Full Text PDFNat Commun
August 2025
Center of Excellence for Renewable Energy and Storage Technologies (CREST), Division of Physical Science and Engineering, 4700 King Abdullah University of Science and Technology (KAUST), Thuwal, Kingdom of Saudi Arabia.
The separation of amino acids from complex mixtures remains an essential yet multi-step, energy-intensive process. Membrane separation technology offers a more energy-efficient alternative, but its effectiveness relies on achieving highly precise molecular recognition. Here, we report a homochiral covalent organic framework (COF) membrane with ordered ultra-microporous pore structures for targeted extraction of specific enantiomer from amino acid mixtures.
View Article and Find Full Text PDFOrg Lett
September 2025
Academy of Interdisciplinary Studies on Intelligent Molecules, Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, P. R. China.
Chiral macrocycles /-C with abundant recognition sites were synthesized via a simple four-step reaction procedure. These homochiral macrocycles can be easily purified by silica gel column chromatography without the demand for chiral separation. Their structures have been carefully characterized using X-ray crystallography and NMR spectroscopy.
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